New Azepine-Furan Spirocyclic Structures in the Reaction of 4-Aroyl-1,2-dihydrobenzo[d]azepines and 2-Aroyl-4,5-dihydrophenanthreno[1,2-d]azepine with Formaldehyde
2021
4-Aroyl-1,2-dihydrobenzo[d]azepines, as
well as their phenanthro[1,2-d]azepine keto
analogs, under the action of formaldehyde in the presence of acid-base
catalysts, can undergo diastereoselective transformation into spirocyclic
systems, containing two spiro-fused hetero rings – tetrahydroazepine and
bifunctionalized tetrahydrofuran. This transformation is provided by a
combination of azepine-azepine recyclization of substrates followed by
spirocyclization of its products.
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